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Quinoidal thioalkyl-substituted bithiophene small molecule semiconductors for n-type organic field effect transistors

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Abstract

Two tetrathioalkyl-substituted bithiophene-based small molecule quinoids (TSBTQs) having different chain lengths (thio-hexyl and -decyl) are synthesized and applied as an n-type active component in organic field effect transistors (OFETs). The resulting two TSBTQs exhibit good solubility in various organic solvents and LUMO levels below −4.0 eV. The theoretical DFT calculation supported by single crystal structures confirms the π-conjugated backbone planarity due to the S(thiophene)⋯S(alkyl) non-covalent interaction. Optimized TSBQT-10 OFETs exhibit an electron mobility of 0.18 cm2 V−1 s−1, which is higher than that of TSBTQ-6 (0.09 cm2 V−1 s−1). The reliability of the OFETs under representative environmental and operational conditions is also determined. The effects of side chains including their lengths and contribution to the main chain π-system coplanarity presented here demonstrate an efficient method to manipulate the charge carrier mobility of the quinoidal organic semiconductors.

Graphical abstract: Quinoidal thioalkyl-substituted bithiophene small molecule semiconductors for n-type organic field effect transistors

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Article information


Submitted
10 Aug 2020
Accepted
21 Sep 2020
First published
23 Sep 2020

J. Mater. Chem. C, 2020, Advance Article
Article type
Paper

Quinoidal thioalkyl-substituted bithiophene small molecule semiconductors for n-type organic field effect transistors

V. Joseph, C. Yu, C. Lin, W. Lien, H. Tsai, C. Chen, A. A. A. Torimtubun, A. Velusamy, P. Huang, G. Lee, S. Yau, S. Tung, T. Minari, C. Liu and M. Chen, J. Mater. Chem. C, 2020, Advance Article , DOI: 10.1039/D0TC03808C

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